Résumé
| langue originale | Anglais |
|---|---|
| Pages (de - à) | 5544-5556 |
| Nombre de pages | 13 |
| journal | Crystal Growth & Design |
| Volume | 19 |
| Numéro de publication | 10 |
| Les DOIs | |
| état | Publié - 2 oct. 2019 |
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New Insights into Photochromic Properties of N-Salicylideneaniline Derivatives Using a Cocrystal Engineering Approach. / Mercier, Gabriel M.; Robeyns, Koen; Tumanov, Nikolay; Champagne, Benoit; Wouters, Johan; Leyssens, Tom.
Dans: Crystal Growth & Design, Vol 19, Numéro 10, 02.10.2019, p. 5544-5556.Résultats de recherche: Contribution à un journal/une revue › Article
TY - JOUR
T1 - New Insights into Photochromic Properties of N-Salicylideneaniline Derivatives Using a Cocrystal Engineering Approach
AU - Mercier, Gabriel M.
AU - Robeyns, Koen
AU - Tumanov, Nikolay
AU - Champagne, Benoit
AU - Wouters, Johan
AU - Leyssens, Tom
PY - 2019/10/2
Y1 - 2019/10/2
N2 - In this contribution, we aim to modify the photochromic properties of anils using a crystal engineering approach. Previous work has shown cocrystallization to alter the photochromic behavior of anils. Here, a full screening of 15 anil derivatives (including 8 newly described anils) with 21 coformers (carboxylic acids, amides, and halogenated benzene derivatives) was performed, resulting in 89 new anil cocrystals. This large amount of results allows drawing statistically valid insights on the complex photochromic mechanism providing evidence of a continuous phenomenon instead of the classic binary photochromic/nonphotochromic one. This is supported by the discovery of “weakly photochromic compounds” presented in this contribution. All the results allowed confirming that an enol-imine character is a requirement and that reducing the amount of short contacts involving the moieties of interest is an interesting way to fine-tune properties as this acts on both electronic and structural aspects. Following this “continuous hypothesis”, the role of the dihedral angle has been explored and shown to be related to the intensity of photochromism instead of being determinant for its occurrence. In addition, in this contribution, we present a novel way of interpreting DRS (diffuse reflectance spectroscopy) data.
AB - In this contribution, we aim to modify the photochromic properties of anils using a crystal engineering approach. Previous work has shown cocrystallization to alter the photochromic behavior of anils. Here, a full screening of 15 anil derivatives (including 8 newly described anils) with 21 coformers (carboxylic acids, amides, and halogenated benzene derivatives) was performed, resulting in 89 new anil cocrystals. This large amount of results allows drawing statistically valid insights on the complex photochromic mechanism providing evidence of a continuous phenomenon instead of the classic binary photochromic/nonphotochromic one. This is supported by the discovery of “weakly photochromic compounds” presented in this contribution. All the results allowed confirming that an enol-imine character is a requirement and that reducing the amount of short contacts involving the moieties of interest is an interesting way to fine-tune properties as this acts on both electronic and structural aspects. Following this “continuous hypothesis”, the role of the dihedral angle has been explored and shown to be related to the intensity of photochromism instead of being determinant for its occurrence. In addition, in this contribution, we present a novel way of interpreting DRS (diffuse reflectance spectroscopy) data.
UR - http://www.scopus.com/inward/record.url?scp=85073202393&partnerID=8YFLogxK
U2 - 10.1021/acs.cgd.9b00363
DO - 10.1021/acs.cgd.9b00363
M3 - Article
VL - 19
SP - 5544
EP - 5556
JO - Crystal Growth and Design
JF - Crystal Growth and Design
SN - 1528-7483
IS - 10
ER -